Copper-catalyzed highly regioselective 2-aryloxylation of 2,x-dihalopyridines

2,x-Dihalopyridines reacted with phenols catalyzed by CuI/TMEDA in the presence of Cs2CO3 in DMSO at 110 °C under nitrogen atmosphere for 24 h to afford 2-aryloxypyridines in good to high yields except p-nitrophenol. To expand this methodology, a vanilloid receptor ligand used in treatments was prep...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron Vol. 69; no. 1; pp. 327 - 333
Main Authors Zhou, Qizhong, Zhang, Bin, Du, Tieqi, Gu, Haining, Ye, Yuyuan, Jiang, Huajiang, Chen, Rener
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.01.2013
Elsevier
Subjects
Agricultural chemicals
Chemistry
Chemistry, Organic
Ligands
Natural products
Phenols
Physical Sciences
Receptors
Science & Technology
Synthesis
Tetrahedrons
Utilities
MILD
CROSS-COUPLING REACTIONS
ULLMANN-TYPE SYNTHESIS
C-O
DIARYL
ARYL
LIGAND
EFFICIENT
Online AccessGet full text

Cover

More Information
Summary:2,x-Dihalopyridines reacted with phenols catalyzed by CuI/TMEDA in the presence of Cs2CO3 in DMSO at 110 °C under nitrogen atmosphere for 24 h to afford 2-aryloxypyridines in good to high yields except p-nitrophenol. To expand this methodology, a vanilloid receptor ligand used in treatments was prepared in good yield. This method has potential utility in the synthesis of pharmaceuticals, agrochemicals and even natural products. [Display omitted]
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.10.025